Adipic Acid

HOOC(CH₂)₄COOH · 146.14 g/mol

HOOC(CH₂)₄COOH

Monomer for nylon 6,6 and polyurethanes

Molecular Weight

146.14 g/mol

State

Solid

Catalyst

Copper/Vanadium

Reactor

Stirred tank oxidation r

Adipic Acid molecular structure — 2D structure

Olefinverbund Integration

Inputs

Cyclohexanone, Cyclohexanol, Nitric Acid

→

Product

Adipic Acid

→

Outputs

Nylon 6,6

Chemistry & Engineering

Reaction	`KA Oil + HNO₃ → Adipic Acid + NOx`
Thermodynamics	Strongly exothermic oxidation
Catalyst	Copper/Vanadium
Reactor class	Stirred tank oxidation reactors
Note	Produces N₂O (greenhouse gas) which must be abated or recycled.

Applications

Nylon 6,6 production
Polyurethane polyols
Plasticizers
Food acidulant (E355)

Extraterrestrial Production Pattern

Cyclohexane oxidation → KA oil (cyclohexanol/cyclohexanone)
Nitric acid oxidation of KA oil → adipic acid
Operating at 60-80°C with Cu-V catalyst
Crystallization and purification

Reaction Diagram

C6H10O + HNO3 -> HOOC(CH2)4COOH + NO + H2O

Unit Operations

Process steps following chemical engineering unit operation principles

#	Operation	Description
1	Cyclohexanone Feed	Pump cyclohexanone to oxidation reactor
2	Nitric Acid Oxidation	Oxidize with 50-60% HNO₃ at 60-80°C
3	NOx Recovery	Absorb and recover NOx for nitric acid
4	Crystallization	Crystallize adipic acid from solution
5	Centrifugation	Separate crystals from mother liquor
6	Drying	Dry crystals to <0.1% moisture

S88 Batch Control Model

ISA-88 BatchML schema — simplified for educational purposes

<?xml version="1.0" encoding="UTF-8"?>
<!-- ISA-88 Batch Control Model for Adipic Acid -->
<!-- Educational schema - simplified for demonstration -->
<BatchML xmlns="http://www.wbf.org/xml/B2MML-V0600">
  
  <ProcessCell ID="ADIPIC_ACID_PLANT_CELL">
    <Description>Process cell for Adipic Acid production</Description>
    
    <Unit ID="ADIPIC_ACID_PLANT">
      <Description>Main synthesis unit</Description>
      
      <!-- Equipment Modules -->
      <EquipmentModule ID="PUMP">
        <Description>Pump</Description>
      </EquipmentModule>
      <EquipmentModule ID="OXIDIZER">
        <Description>Oxidizer</Description>
      </EquipmentModule>
      <EquipmentModule ID="NOX_ABSORBER">
        <Description>Nox Absorber</Description>
      </EquipmentModule>
      <EquipmentModule ID="CRYSTALLIZER">
        <Description>Crystallizer</Description>
      </EquipmentModule>
      <EquipmentModule ID="CENTRIFUGE">
        <Description>Centrifuge</Description>
      </EquipmentModule>
      <EquipmentModule ID="DRYER">
        <Description>Dryer</Description>
      </EquipmentModule>
    </Unit>
  </ProcessCell>
  
  <MasterRecipe ID="ADIPIC_ACID_PLANT_RECIPE">
    <Description>Master recipe for Adipic Acid</Description>
    <ProductID>ADIPIC_ACID</ProductID>
    
    <UnitProcedure ID="ADIPIC_ACID_PLANT_UP">
      <Description>Unit procedure for synthesis</Description>
      
      <Operation ID="OP_01">
        <Description>Operation 1</Description>
        <Phase ID="FEED">
          <Description>Feed phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_02">
        <Description>Operation 2</Description>
        <Phase ID="OXIDIZE">
          <Description>Oxidize phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_03">
        <Description>Operation 3</Description>
        <Phase ID="RECOVER_NOX">
          <Description>Recover Nox phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_04">
        <Description>Operation 4</Description>
        <Phase ID="CRYSTALLIZE">
          <Description>Crystallize phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_05">
        <Description>Operation 5</Description>
        <Phase ID="CENTRIFUGE">
          <Description>Centrifuge phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_06">
        <Description>Operation 6</Description>
        <Phase ID="DRY">
          <Description>Dry phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
    </UnitProcedure>
  </MasterRecipe>
  
</BatchML>

Process CellPhysical grouping of all production equipment

UnitMajor equipment performing the synthesis

Equipment ModulesIndividual devices: reactors, columns, absorbers

PhasesLowest control level: REACT, SEPARATE, PURIFY

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